Page last updated: 2024-12-05

2-methyl-1,2,3,4-tetrahydroisoquinoline

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID SourceID
PubMed CID15362
CHEMBL ID22053
CHEMBL ID545413
SCHEMBL ID98108
MeSH IDM0147901

Synonyms (26)

Synonym
5-20-06-00321 (beilstein handbook reference)
brn 0127214
1,2,3,4-tetrahydro-2-methylisoquinoline
n-methyl-1,2,3,4-tetrahydroisoquinoline
inchi=1/c10h13n/c1-11-7-6-9-4-2-3-5-10(9)8-11/h2-5h,6-8h2,1h
2-methyl-1,2,3,4-tetrahydroisoquinoline
isoquinoline, 1,2,3,4-tetrahydro-2-methyl-
CHEMBL22053 ,
2-methyl-3,4-dihydro-1h-isoquinoline
2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium chloride
2-methyl-1,2,3,4-tetrahydro-isoquinoline
2-methyl-1,2,3,4-tetrahydro-isoquinoline; hydrochloride
bdbm50014651
chembl545413 ,
AKOS002314902
1612-65-3
SCHEMBL98108
KYXSVGVQGFPNRQ-UHFFFAOYSA-N
DTXSID00167086
mfcd00040623
DS-18036
AMY25586
O10829
CS-0186657
A925097
EN300-7691375
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (6)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Phenylethanolamine N-methyltransferaseBos taurus (cattle)Ki19,952,599,040.00000.00312.329310.0000AID156064
Alpha-2B adrenergic receptorRattus norvegicus (Norway rat)Ki4,168,689,909,760.00000.00000.929610.0000AID35395
Alpha-2C adrenergic receptorRattus norvegicus (Norway rat)Ki4,168,689,909,760.00000.00000.970810.0000AID35395
Alpha-2A adrenergic receptorRattus norvegicus (Norway rat)Ki4,168,689,909,760.00000.00000.937510.0000AID35395
Lysosomal Pro-X carboxypeptidaseHomo sapiens (human)IC50 (µMol)30.00000.00530.60331.9000AID157589
Sigma non-opioid intracellular receptor 1Rattus norvegicus (Norway rat)IC50 (µMol)2.70000.00030.55704.2000AID204608
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (11)

Processvia Protein(s)Taxonomy
methylationPhenylethanolamine N-methyltransferaseBos taurus (cattle)
epinephrine biosynthetic processPhenylethanolamine N-methyltransferaseBos taurus (cattle)
regulation of thyroid hormone mediated signaling pathwayLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
plasma kallikrein-kinin cascadeLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
proteolysisLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
glucose homeostasisLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
energy homeostasisLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
regulation of reactive oxygen species metabolic processLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
angiogenesis involved in wound healingLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
negative regulation of systemic arterial blood pressureLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
regulation of blood vessel endothelial cell migrationLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
phenylethanolamine N-methyltransferase activityPhenylethanolamine N-methyltransferaseBos taurus (cattle)
serine-type carboxypeptidase activityLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
protein bindingLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
dipeptidyl-peptidase activityLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
plasma membraneLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
azurophil granule membraneLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
intracellular membrane-bounded organelleLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
basal part of cellLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
extracellular exosomeLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
ficolin-1-rich granule membraneLysosomal Pro-X carboxypeptidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID721317Cytotoxicity against mouse B16-4A5 cells assessed as cell viability at 100 uM after 70 hrs by WST-8 assay2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
AID721322Inhibition of melanogenesis in mouse B16-4A5 cells at 10 uM after 72 hrs by spectrophotometry2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
AID722232Inhibition of melanogenesis in mouse B16-4A5 cells at 3 uM after 72 hrs by spectrophotometry2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
AID721318Cytotoxicity against mouse B16-4A5 cells assessed as cell viability at 30 uM after 70 hrs by WST-8 assay2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
AID61002The maximum dopamine release induced by perfusion with the test compound with basal striatal DA (%of basal x10E-3)1990Journal of medicinal chemistry, Aug, Volume: 33, Issue:8
In vivo intracerebral microdialysis studies in rats of MPP+ analogues and related charged species.
AID204608Inhibition of [3H]- N-allylnormetazocine ([3H]NANM) binding to sigma receptor1989Journal of medicinal chemistry, Jun, Volume: 32, Issue:6
Phencyclidine-like effects of tetrahydroisoquinolines and related compounds.
AID157589Inhibition of [3H]1-[1-(2-thienyl) piperidine ([3H]TCP) binding to phencyclidine receptor1989Journal of medicinal chemistry, Jun, Volume: 32, Issue:6
Phencyclidine-like effects of tetrahydroisoquinolines and related compounds.
AID156064Inhibitory activity against bovine adrenal phenylethanolamine N-methyl-transferase (PNMT)1999Bioorganic & medicinal chemistry letters, Feb-08, Volume: 9, Issue:3
Comparative molecular field analysis (CoMFA) models of phenylethanolamine N-methyltransferase (PNMT) and the alpha2-adrenoceptor: the development of new, highly selective inhibitors of PNMT.
AID722233Inhibition of melanogenesis in mouse B16-4A5 cells at 1 uM after 72 hrs by spectrophotometry2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
AID721320Inhibition of melanogenesis in mouse B16-4A5 cells at 100 uM after 72 hrs by spectrophotometry2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
AID35395Inhibition of [3H]clonidine binding to the rat alpha-2-adrenoceptor1999Bioorganic & medicinal chemistry letters, Feb-08, Volume: 9, Issue:3
Comparative molecular field analysis (CoMFA) models of phenylethanolamine N-methyltransferase (PNMT) and the alpha2-adrenoceptor: the development of new, highly selective inhibitors of PNMT.
AID721321Inhibition of melanogenesis in mouse B16-4A5 cells at 30 uM after 72 hrs by spectrophotometry2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
AID61001The maximal DA release induced by perfusion with 10 mM MPP+ (15 min) 1 day after perfusion with the test compound with basal striatal DA (%of basal x10E-3)1990Journal of medicinal chemistry, Aug, Volume: 33, Issue:8
In vivo intracerebral microdialysis studies in rats of MPP+ analogues and related charged species.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (50.00)18.7374
1990's2 (33.33)18.2507
2000's0 (0.00)29.6817
2010's1 (16.67)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.31

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.31 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.25 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.31)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]